| Falkirk FC v Morton FC 07/08/1999 | View match | |
| Morton FC v Clydebank FC (Old) 14/08/1999 | View match | |
| Dunfermline Athletic v Morton FC 21/08/1999 | View match | |
| Morton FC v Livingston FC 28/08/1999 | View match | |
| Inverness Caledonian Thistle v Morton FC 04/09/1999 | View match | |
| Morton FC v Raith Rovers FC 11/09/1999 | View match | |
| St Mirren FC v Morton FC 18/09/1999 | View match | |
| Morton FC v Airdrie United FC 25/09/1999 | View match | |
| Ayr United FC v Morton FC 02/10/1999 | View match | |
| Clydebank FC (Old) v Morton FC 16/10/1999 | View match | |
| Morton FC v Falkirk FC 23/10/1999 | View match | |
| Raith Rovers FC v Morton FC 30/10/1999 | View match |